St. Augustine Rentals
Homes, Condos, and Vacation Rentals located throughout St. Augustine, Florida
Explore the historic charm of St. Augustine with a vacation rental from Grand Welcome. As the oldest city in the U.S., St. Augustine offers rich history, beautiful beaches, and a lively downtown filled with shops and restaurants. Whether you want to tour old forts, relax on the sand, or enjoy local festivals, our rentals provide a comfortable and convenient home base. Perfect for families, couples, or groups looking for an easygoing getaway.
Book your next St. Augustine rental with Grand Welcome and enjoy all the history and charm this city has to offer!
Destination Rentals
20 properties available
Step through the front door and into a space designed with both comfort and style in mind. The living room welcomes you with a plush couch, two cozy chairs, and a smart TV—perfect for unwinding after a day of sightseeing or beachcombing. Large windows fill the space with warm Florida sunshine, creating a bright, cheerful vibe throughout the home. N
Inside, Periwinkle Perch blends timeless charm with modern comforts. Step into the formal living room, where a cozy couch, inviting accent chair, and smart TV surround a decorative fireplace that pays tribute to the home’s past. The kitchen is a unique blend of old and new, featuring antique dining chairs reupholstered in fresh fabric, stainless st
Step inside this inviting home and discover an open floor plan that seamlessly connects the living room, kitchen, and dining area. The living space is bright and airy, featuring a couch, loveseat, armchair, a desk for work or study, and a smart TV for entertainment. The fully equipped kitchen boasts dark cabinetry, white countertops, and counter se
Inside, the open-concept layout creates a bright and breezy atmosphere that mirrors the coastal setting just outside your door. The kitchen is fully equipped with everything you need, including a Keurig for your morning brew and counter seating for two for casual meals or cocktails. Enjoy dinner at the dining table for four, then unwind in the cozy
Mermaid Cottage offers the perfect blend of nostalgic mid-century aesthetics and contemporary comforts mixed with a little Mermaid charm., This enchanting 3-bedroom 2-bath home, just across the San Sebastian River from the city center, gladly welcomes you to this dynamic area where vibrant culture meets timeless beauty. A spacious and scenic backya
Enjoy the space and privacy of two connected units! One side features a cozy studio with 1 bed and 1 bath, while the other side offers 2 beds and 2 bathrooms—perfect for families or groups who want both togetherness and personal space.Located in the desirable Hibiscus Oceanfront Resort community, guests will enjoy beautifully maintained grounds cre
Seas the Day is a gorgeous 3-bedroom oceanfront condo with direct access to the Atlantic shoreline. Located in the desirable Hibiscus Oceanfront Resort community, guests will enjoy beautifully maintained grounds creating a tropical paradise complete with 3 pools, one of which is heated, 2 jacuzzi spas, a fitness center, gas grills, tennis courts, a
The first building located within the desirable Hibiscus Oceanfront Resort community, guests of this spacious 2-bedroom home will enjoy beautifully maintained grounds creating a tropical paradise complete with 3 pools, one of which is heated, 2 jacuzzi spas, a fitness center, gas grills, tennis and pickleball courts, comfortable patio furniture, an
All the beach gear you need for a day in the sun and on the sand is also included, with the seashore just a short walk out your front door. If you’re venturing out for shopping, dining, or nightlife, downtown St. Augustine is a 20-minute drive away. Just one look at Ocean Hibiscus and you’ll know that you’ve found the perfect place to host your nex
Step inside and unwind in a bright, inviting living room filled with natural light. Curl up on the plush couch or one of two cozy armchairs for movie nights on the smart TV. The open layout flows into the dining area, where a table for six invites family-style meals and laughter-filled gatherings. The fully equipped kitchen features sleek stainless
Step inside this two-story condo, where beachy comfort meets modern convenience. As you enter, you’re greeted by an open living space that invites you to kick back and relax. A plush couch and love seat surround a smart TV, ideal for cozy movie nights after a day in the sun. Slide open the glass doors to your private balcony with a partial ocean vi
Step inside and feel right at home in the expansive open-concept living area, designed for connection and comfort. A large sectional and armchairs surround a smart TV, ideal for movie nights or gathering for board games after a day of beach adventures. The kitchen is as functional as it is stylish, featuring stainless steel appliances, stone counte
Tell us what you're looking for and someone will contact you with available options.